GB1025440A - Alkyl-substituted pyrrolidines and amine-n-oxides derived therefrom - Google Patents

Alkyl-substituted pyrrolidines and amine-n-oxides derived therefrom

Info

Publication number
GB1025440A
GB1025440A GB50786/64A GB5078664A GB1025440A GB 1025440 A GB1025440 A GB 1025440A GB 50786/64 A GB50786/64 A GB 50786/64A GB 5078664 A GB5078664 A GB 5078664A GB 1025440 A GB1025440 A GB 1025440A
Authority
GB
United Kingdom
Prior art keywords
oxides
alkyl
carbon atoms
sulphates
sulphonates
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB50786/64A
Inventor
Maximilian Iwan Fremery
George Alexander Gillies
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of GB1025440A publication Critical patent/GB1025440A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/023—Preparation; Separation; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
    • C07D295/24—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/75—Amino oxides
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/07—Organic amine, amide, or n-base containing

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Pyrrole Compounds (AREA)
  • Detergent Compositions (AREA)

Abstract

A light-duty detergent composition comprises an aqueous or alcoholic solution of one or more alkyl-substituted pyrrolidine N-oxides having from 13 to 23 carbon atoms and having alkyl substituents attached to the nitrogen atom and at least to one of the ring carbon atoms, optionally containing as further ingredients alkylbenzene sulphonates, higher alkanol sulphates and sulphonates, ethoxylated alcohol sulphates, ethoxylated alkylphenol sulphates, long chain alkanols or alknaoic amides, glycerol carboxylates, ether sulphonates, trialkylamine oxides, polystyrene, alkali and ammonium sulphates, silicates and tripolyphosphates. The above defined pyrrolidine N-oxides may also be used as the active ingredient in solid heavy-duty detergent compositions.ALSO:The invention comprises alkyl-substituted pyrrolidines and their N-oxides having from 13 to 23 carbon atoms and having alkyl substituents attached to the nitrogen atom and at least to one of the ring carbon atoms. The above compounds are prepared by reacting a hydrocarbon aziridine with a hydrocarbon olefin and, if desired, further treating the product with peracid or hydrogen peroxide to give the corresponding N-oxide.
GB50786/64A 1963-12-16 1964-12-14 Alkyl-substituted pyrrolidines and amine-n-oxides derived therefrom Expired GB1025440A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US33057763A 1963-12-16 1963-12-16
US330578A US3228957A (en) 1963-12-16 1963-12-16 Pyrrolidine production
US494965A US3290330A (en) 1963-12-16 1965-10-11 Alkyl-substituted nu-methylpyrrolidine-nu-oxides

Publications (1)

Publication Number Publication Date
GB1025440A true GB1025440A (en) 1966-04-06

Family

ID=27406740

Family Applications (1)

Application Number Title Priority Date Filing Date
GB50786/64A Expired GB1025440A (en) 1963-12-16 1964-12-14 Alkyl-substituted pyrrolidines and amine-n-oxides derived therefrom

Country Status (6)

Country Link
US (2) US3228957A (en)
BE (1) BE657090A (en)
FR (1) FR1439024A (en)
GB (1) GB1025440A (en)
NL (1) NL6414636A (en)
SE (1) SE304512B (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3342833A (en) * 1964-08-07 1967-09-19 Shell Oil Co Pyrrolidine production from aziridines and olefins
NL7408757A (en) * 1974-06-28 1975-12-30 Tno LIKE FOR ANTS.
US4032480A (en) * 1975-07-11 1977-06-28 David Solomonovich Zhuk Method of producing linear polyethylenimine
US4791043A (en) * 1983-12-20 1988-12-13 Hmc Patents Holding Co., Inc. Positive photoresist stripping composition
FR2563696B1 (en) * 1984-05-04 1989-11-10 Centre Nat Rech Scient INSECTICIDE COMPOSITIONS, PARTICULARLY TERMICIDES, BASED ON 2,5-DISUBSTITUTED DERIVATIVES OF PYRROLIDINE AND / OR PYRROLINE-1
CO4520280A1 (en) * 1993-10-26 1997-10-15 Boehringer Ingelheim Pharma PIRROLIDINE DERIVATIVES, LEUKOTRENE BIOSCIENTESIS INHIBITORS

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2169976A (en) * 1934-01-26 1939-08-15 Ig Farbenindustrie Ag Process of producing assistants in the textile and related industries
US2654737A (en) * 1949-09-26 1953-10-06 Hoechst Ag Process of preparing derivatives of ethyleneimine
US3047579A (en) * 1958-07-18 1962-07-31 Shell Oil Co Process for preparing n-oxides
US3239535A (en) * 1963-10-31 1966-03-08 Gen Electric 1-methylpyrrolidine-1-oxide

Also Published As

Publication number Publication date
US3228957A (en) 1966-01-11
NL6414636A (en) 1965-06-17
SE304512B (en) 1968-09-30
FR1439024A (en) 1966-05-20
US3290330A (en) 1966-12-06
BE657090A (en) 1965-06-14

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